[3-(1-Hydroxy-3,4-dioxonaphthalen-2-yl)-2,2-dimethylpropyl] 2,3,6-trihydroxy-2,6-dimethyloct-7-enoate

Details

• Internal ID: d2ac85f0-7f95-4234-9592-0e9152f92894
• Taxonomy: Benzenoids > Naphthalenes > Naphthoquinones
• IUPAC Name: [3-(1-hydroxy-3,4-dioxonaphthalen-2-yl)-2,2-dimethylpropyl] 2,3,6-trihydroxy-2,6-dimethyloct-7-enoate
• InChI: InChI=1S/C25H32O8/c1-6-24(4,31)12-11-18(26)25(5,32)22(30)33-14-23(2,3)13-17-19(27)15-9-7-8-10-16(15)20(28)21(17)29/h6-10,18,26-27,31-32H,1,11-14H2,2-5H3
• InChI Key: WSELFFSWCDFWSR-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₃₂O₈
• Molecular Weight: 460.50 g/mol
• Exact Mass: 460.20971797 g/mol
• Topological Polar Surface Area (TPSA): 141.00 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 2.51
• H-Bond Acceptor: 8
• H-Bond Donor: 4
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9795	97.95%
Caco-2	-	0.7636	76.36%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8339	83.39%
OATP2B1 inhibitior	-	0.8566	85.66%
OATP1B1 inhibitior	+	0.8662	86.62%
OATP1B3 inhibitior	+	0.8191	81.91%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7526	75.26%
BSEP inhibitior	+	0.9289	92.89%
P-glycoprotein inhibitior	-	0.4904	49.04%
P-glycoprotein substrate	-	0.6699	66.99%
CYP3A4 substrate	+	0.6340	63.40%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8857	88.57%
CYP3A4 inhibition	-	0.6653	66.53%
CYP2C9 inhibition	+	0.5155	51.55%
CYP2C19 inhibition	-	0.6697	66.97%
CYP2D6 inhibition	-	0.8719	87.19%
CYP1A2 inhibition	+	0.6197	61.97%
CYP2C8 inhibition	+	0.5404	54.04%
CYP inhibitory promiscuity	-	0.8681	86.81%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.6633	66.33%
Eye corrosion	-	0.9926	99.26%
Eye irritation	-	0.9406	94.06%
Skin irritation	-	0.6241	62.41%
Skin corrosion	-	0.9369	93.69%
Ames mutagenesis	-	0.5754	57.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.6348	63.48%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	-	0.5500	55.00%
skin sensitisation	-	0.7228	72.28%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	+	0.6186	61.86%
Acute Oral Toxicity (c)	III	0.6786	67.86%
Estrogen receptor binding	+	0.7518	75.18%
Androgen receptor binding	+	0.7127	71.27%
Thyroid receptor binding	+	0.6743	67.43%
Glucocorticoid receptor binding	+	0.7233	72.33%
Aromatase binding	+	0.7562	75.62%
PPAR gamma	+	0.7520	75.20%
Honey bee toxicity	-	0.8150	81.50%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9974	99.74%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.99%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.40%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.09%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	90.72%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.54%	89.00%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	85.81%	80.78%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.53%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.41%	86.33%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	85.17%	90.93%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.26%	99.17%
CHEMBL4040	P28482	MAP kinase ERK2	84.26%	83.82%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.09%	99.23%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	83.01%	100.00%
CHEMBL1951	P21397	Monoamine oxidase A	81.92%	91.49%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	81.20%	96.67%

Plants that contains it

• Rhinacanthus nasutus

Cross-Links

• PubChem: 10671653
• LOTUS: LTS0269421
• wikiData: Q105311801